Career Pivots Are Messier Than They Look
Career pivots sound exciting until you are actually living through one.
The uncertainty. The second-guessing. The loss of routine or identity. The pressure to quickly prove that you made the right decision.
In this Quick Lift, Betsy shares the biggest takeaways from her conversation with Trish Barber, author of Why Women Pivot, along with practical action steps for anyone navigating a career change, reinvention, or unexpected new chapter.
This episode is a reminder that feeling unsure does not mean you are failing—and that you do not have to have the entire path figured out before taking your next step.
Listen: to the full Loud & Lifted episode with Trish for the complete conversation.
Purchase: Why Women Pivot
00:00:00.000 --> 00:00:02.419
Career pivots always sound better after they
00:00:02.419 --> 00:00:04.740
work out. You hear the story after someone left
00:00:04.740 --> 00:00:07.160
the job, started the business, changed industries,
00:00:07.299 --> 00:00:09.259
or finally went after the thing they've been
00:00:09.259 --> 00:00:12.439
thinking about for years. But then it sounds
00:00:12.439 --> 00:00:14.960
confident and intentional, like they knew exactly
00:00:14.960 --> 00:00:17.679
what they were doing the whole time. But when
00:00:17.679 --> 00:00:19.760
you're actually in the middle of it, it usually
00:00:19.760 --> 00:00:22.780
does not feel that clear. It feels messy. It
00:00:22.780 --> 00:00:24.920
feels uncertain. Sometimes it feels exciting,
00:00:24.920 --> 00:00:27.699
and sometimes it makes you question every decision
00:00:27.699 --> 00:00:30.410
you've ever made. I know because I have lived
00:00:30.410 --> 00:00:33.090
it and actually I'm still living it. When I left
00:00:33.090 --> 00:00:35.109
my CEO role, I knew I was ready for something
00:00:35.109 --> 00:00:37.189
different. I was excited about building my own
00:00:37.189 --> 00:00:39.409
business, speaking more, coaching women and helping
00:00:39.409 --> 00:00:42.289
companies in a different way. But that did not
00:00:42.289 --> 00:00:44.750
mean I had every piece figured out. I did not
00:00:44.750 --> 00:00:47.030
leave with a perfect five -year plan, a guaranteed
00:00:47.030 --> 00:00:49.670
pipeline of clients and total confidence every
00:00:49.670 --> 00:00:51.869
single day. There were days when I thought this
00:00:51.869 --> 00:00:54.090
is exactly what I'm supposed to be doing. And
00:00:54.090 --> 00:00:55.829
there were days when I thought maybe I should
00:00:55.829 --> 00:00:58.759
just go get another corporate job. I still think
00:00:58.759 --> 00:01:01.140
that sometimes. And this is the part we don't
00:01:01.140 --> 00:01:03.520
talk enough about. In my conversation with Trish
00:01:03.520 --> 00:01:05.540
Barber, author of Women Who Pivot, we talked
00:01:05.540 --> 00:01:08.060
about what a career pivot really looks like for
00:01:08.060 --> 00:01:10.680
women, whether the change is your choice or something
00:01:10.680 --> 00:01:13.680
that was forced on you. It's not one brave decision,
00:01:13.719 --> 00:01:15.879
and then suddenly everything falls into place.
00:01:16.040 --> 00:01:19.170
It's a process. You are learning, adjusting,
00:01:19.629 --> 00:01:22.409
talking to people, trying new things, and sometimes
00:01:22.409 --> 00:01:24.969
changing your mind along the way. So if you're
00:01:24.969 --> 00:01:27.129
thinking about making a change or you're already
00:01:27.129 --> 00:01:29.750
in the middle of one, here are a few things I
00:01:29.750 --> 00:01:31.569
want you to take away from this conversation.
00:01:32.090 --> 00:01:34.909
Let's get into it. The first is to pay attention
00:01:34.909 --> 00:01:38.209
to what is draining you. Now, not every bad week
00:01:38.209 --> 00:01:40.209
means you need to quit your job. We all have
00:01:40.209 --> 00:01:43.109
hard seasons. We have demanding projects or frustrating
00:01:43.109 --> 00:01:46.269
coworkers, difficult bosses, and times when work
00:01:46.269 --> 00:01:48.730
and life are both asking just way too much from
00:01:48.730 --> 00:01:51.290
us. But there is a difference between a rough
00:01:51.290 --> 00:01:54.129
season and a situation that no longer is right
00:01:54.129 --> 00:01:56.980
for you. Maybe you're no longer learning. Maybe
00:01:56.980 --> 00:01:59.180
your health is affected. Maybe you are missing
00:01:59.180 --> 00:02:02.180
too much of your life. Maybe you keep waiting
00:02:02.180 --> 00:02:04.879
for an opportunity that is clearly not coming.
00:02:05.219 --> 00:02:07.459
Or maybe you just know deep down that you are
00:02:07.459 --> 00:02:10.800
no longer supposed to be there. Usually we know
00:02:10.800 --> 00:02:13.229
before we're really ready to admit it. So here's
00:02:13.229 --> 00:02:14.969
something simple you can do. For the next two
00:02:14.969 --> 00:02:17.129
weeks, pay attention to your energy. At the end
00:02:17.129 --> 00:02:19.729
of the day, write down what energized you and
00:02:19.729 --> 00:02:21.889
what drained you. Don't make it complicated.
00:02:22.129 --> 00:02:24.830
Just look for patterns. Because sometimes the
00:02:24.830 --> 00:02:27.009
question is not, do I hate my job? The better
00:02:27.009 --> 00:02:29.449
question is, is this still the right fit for
00:02:29.449 --> 00:02:32.280
the person I'm becoming? The second thing is
00:02:32.280 --> 00:02:34.740
to separate your identity from your title. This
00:02:34.740 --> 00:02:37.639
one was hard for me. When you spend years building
00:02:37.639 --> 00:02:39.740
a career, earning promotions, and becoming known
00:02:39.740 --> 00:02:42.360
for a certain role, it's easy to start believing
00:02:42.360 --> 00:02:46.560
that title is the value. When I left a visible
00:02:46.560 --> 00:02:49.000
CEO role, I definitely had moments of wondering
00:02:49.000 --> 00:02:51.620
who I was without the company and without the
00:02:51.620 --> 00:02:53.860
title attached to my name. Would people still
00:02:53.860 --> 00:02:56.400
take my calls? Would they still see me in the
00:02:56.400 --> 00:02:59.500
same way? Was all of my credibility tied to that
00:02:59.500 --> 00:03:02.610
position? But your title is not the full story.
00:03:02.909 --> 00:03:05.650
Your experience is still yours. Your judgment
00:03:05.650 --> 00:03:09.110
is still yours. Relationships, leadership ability,
00:03:09.569 --> 00:03:12.210
instincts, and problem -solving skills do not
00:03:12.210 --> 00:03:14.789
disappear because the business card changes.
00:03:15.330 --> 00:03:18.009
So instead of focusing only on the title you
00:03:18.009 --> 00:03:21.250
had, think about what people actually rely on
00:03:21.250 --> 00:03:23.759
you for. What do people always ask your help
00:03:23.759 --> 00:03:26.800
with? What do you do well that may feel natural
00:03:26.800 --> 00:03:29.379
to you but is incredibly valuable to someone
00:03:29.379 --> 00:03:32.000
else? What compliments have you heard throughout
00:03:32.000 --> 00:03:34.759
your entire career? Maybe you make complicated
00:03:34.759 --> 00:03:38.479
things simple. Maybe you organize chaos or build
00:03:38.479 --> 00:03:41.719
trust quickly. Maybe you see the strategy before
00:03:41.719 --> 00:03:45.139
everyone else does. This is the value you carry
00:03:45.139 --> 00:03:48.289
into whatever comes next. The third takeaway
00:03:48.289 --> 00:03:51.229
is to stop treating your pivot like a final exam
00:03:51.229 --> 00:03:53.689
where you are supposed to know every answer before
00:03:53.689 --> 00:03:55.990
you begin. This is where I had to learn some
00:03:55.990 --> 00:03:58.750
patience, which is not exactly my favorite thing.
00:03:59.490 --> 00:04:02.669
I wanted to decide what I was doing and then
00:04:02.669 --> 00:04:05.129
immediately have the business model, the clients,
00:04:05.330 --> 00:04:08.110
the messaging, and the revenue all lined up.
00:04:08.490 --> 00:04:11.259
And guess what? That's not how it worked. There
00:04:11.259 --> 00:04:14.180
was trial and error. Some things gained traction.
00:04:14.439 --> 00:04:16.959
Some things did not. Some ideas sounded great,
00:04:17.139 --> 00:04:20.240
but they actually were not a fit. Other opportunities
00:04:20.240 --> 00:04:22.519
showed up that I had not expected or planned
00:04:22.519 --> 00:04:25.139
for. That does not mean the pivot is failing.
00:04:25.259 --> 00:04:27.879
It means you were learning. Trish talked about
00:04:27.879 --> 00:04:30.959
this like customer discovery. You have to understand
00:04:30.959 --> 00:04:33.459
what people need, what problems they are trying
00:04:33.459 --> 00:04:36.579
to solve, and where your experience can actually
00:04:36.579 --> 00:04:39.759
help. So get out of your own head and go talk
00:04:39.759 --> 00:04:42.660
to people. Talk to someone who works in the industry
00:04:42.660 --> 00:04:44.980
you're considering. Talk to someone who's already
00:04:44.980 --> 00:04:47.920
made a similar move. Or maybe someone who knows
00:04:47.920 --> 00:04:50.860
your strengths well. And do not just ask, do
00:04:50.860 --> 00:04:53.660
you think I should quit? Ask better questions.
00:04:53.879 --> 00:04:56.540
What problems are companies in this space trying
00:04:56.540 --> 00:05:00.079
to solve? What skills are most valuable? What
00:05:00.079 --> 00:05:02.699
do people misunderstand about this kind of work?
00:05:02.860 --> 00:05:05.480
And where do you see my experience transferring?
00:05:05.800 --> 00:05:08.240
You are not asking them to make the decision
00:05:08.240 --> 00:05:11.019
for you. You are gathering information so you
00:05:11.019 --> 00:05:14.060
can make a better decision for yourself. The
00:05:14.060 --> 00:05:16.800
fourth takeaway is to own your story before other
00:05:16.800 --> 00:05:19.399
people write it for you. This matters whether
00:05:19.399 --> 00:05:21.699
you chose to leave or whether the decision was
00:05:21.699 --> 00:05:25.139
made for you. If you were laid off, reorganized
00:05:25.139 --> 00:05:27.740
out of a role or pushed into a change you didn't
00:05:27.740 --> 00:05:30.439
want, you're allowed to feel hurt, frustrated
00:05:30.439 --> 00:05:33.839
or angry. This is real. But when you start talking
00:05:33.839 --> 00:05:36.089
about what comes next, You need a story that
00:05:36.089 --> 00:05:39.110
is confident and forward -looking. Trish made
00:05:39.110 --> 00:05:41.129
a great point in our conversation. Your pivot
00:05:41.129 --> 00:05:44.230
story should not sound wounded. This does not
00:05:44.230 --> 00:05:46.009
mean you have to pretend everything is perfect.
00:05:46.149 --> 00:05:48.889
It means you do not have to lead with the most
00:05:48.889 --> 00:05:51.689
painful part. Instead of saying, I lost my job,
00:05:51.709 --> 00:05:53.430
but I have no idea what I'm doing, you could
00:05:53.430 --> 00:05:56.250
say, after several years in marketing, I'm exploring
00:05:56.250 --> 00:05:58.649
opportunities where I can use my experience in
00:05:58.649 --> 00:06:00.970
community engagement, partnerships, and relationship
00:06:00.970 --> 00:06:04.540
building. Same person. Same situation, completely
00:06:04.540 --> 00:06:07.519
different energy. Your story should answer two
00:06:07.519 --> 00:06:09.680
things. What experiences are you bringing with
00:06:09.680 --> 00:06:13.220
you and what are you moving toward? And that
00:06:13.220 --> 00:06:16.120
story can evolve. Mine definitely has. But you
00:06:16.120 --> 00:06:18.639
need language that helps people understand where
00:06:18.639 --> 00:06:21.259
you're going and how they may be able to help.
00:06:21.370 --> 00:06:23.290
The last takeaway is one of my favorites from
00:06:23.290 --> 00:06:25.689
the episode. Build a personal advisory board.
00:06:25.810 --> 00:06:28.350
I usually call this your circle, but I love Trish's
00:06:28.350 --> 00:06:31.149
language because it makes it feel even more intentional.
00:06:31.709 --> 00:06:34.089
You should not try to navigate a major career
00:06:34.089 --> 00:06:36.750
change alone, and you do not need one perfect
00:06:36.750 --> 00:06:39.550
mentor who can give you all the answers. You
00:06:39.550 --> 00:06:41.670
need different people for different reasons.
00:06:41.990 --> 00:06:43.730
You need someone who will tell you the truth,
00:06:43.829 --> 00:06:45.949
even when it's what you don't want to hear. You
00:06:45.949 --> 00:06:48.329
need someone who reminds you what you are capable
00:06:48.329 --> 00:06:50.740
of, even when your confidence takes a hit. And
00:06:50.740 --> 00:06:52.819
you need someone who can connect you to people
00:06:52.819 --> 00:06:56.139
or opportunities you may not know about. You
00:06:56.139 --> 00:06:57.560
also need people with different perspectives,
00:06:58.040 --> 00:07:00.000
different ages, industries, and experiences.
00:07:00.259 --> 00:07:02.040
The person who gives you the best advice may
00:07:02.040 --> 00:07:04.139
not even have more experience than you. They
00:07:04.139 --> 00:07:07.240
may simply have different experience. So think
00:07:07.240 --> 00:07:10.019
about three people. Who will challenge you? Who
00:07:10.019 --> 00:07:12.160
will encourage you? Who will expand your thinking
00:07:12.160 --> 00:07:15.500
or your network? Then reach out. And be specific.
00:07:15.980 --> 00:07:18.019
Do not send the vague, I would love to pick your
00:07:18.019 --> 00:07:20.000
brain message. Tell them what you're considering
00:07:20.000 --> 00:07:22.500
and why you would value their perspective. People
00:07:22.500 --> 00:07:24.879
are often willing to help, but they need to know
00:07:24.879 --> 00:07:27.779
what you actually need. Here's the bottom line.
00:07:28.060 --> 00:07:30.319
You do not have to know exactly how your pivot
00:07:30.319 --> 00:07:33.399
will end before you begin. You need enough of
00:07:33.399 --> 00:07:36.240
clarity to take the next step. Pay attention
00:07:36.240 --> 00:07:38.819
to what's draining you. Get clear on the value
00:07:38.819 --> 00:07:41.879
you bring beyond your title. Talk to people.
00:07:42.189 --> 00:07:44.730
Own your story and build the circle that will
00:07:44.730 --> 00:07:47.310
help you move forward. A pivot does not have
00:07:47.310 --> 00:07:50.069
to be perfectly planned or every right move,
00:07:50.129 --> 00:07:52.750
but you cannot just leave something behind and
00:07:52.750 --> 00:07:56.430
hope the next thing figures itself out. You have
00:07:56.430 --> 00:08:00.329
to actively build what comes next. If you have
00:08:00.329 --> 00:08:02.629
not listened to Trisha's full episode, I strongly
00:08:02.629 --> 00:08:05.170
encourage you to do so. And until next time,
00:08:05.350 --> 00:08:06.769
stay loud and stay lifted.
Founder, 3WaysDigital, Author
Trish Barber is a three-time tech-media entrepreneur, CEO of 3WaysDigital (an innovation advisory firm), board member, speaker, and author of “Why Women Pivot”. Her best-selling book reflects her sometimes-successful experience navigating ambition and family while providing a perspective that women find affirming and relatable. She becomes President of Women in Technology on July 1st and is therefore devoted to providing professional development and safe spaces for women from the classroom to the boardroom.